Chapter 11: Angel and Devil

"Hueh-hueh-hyeah! Time to wake up, sleepyhead!" came Krusty the Clown's raspy and compressed voice. Bart groaned half-asleep searched blindly for the alarm clock on his nightstand to turn it off. He wasn't used to waking up so early, but it had to be done for him to carry out his plan. The boy drowsily grabbed his can of Pheromone Pills and walked downstairs into the kitchen. There he started to brew a pot of coffee. He gazed at the calendar while waiting.

Oh, that's right. Mother's Day is coming up. I should get something nice for mom.

When the coffee was ready, Bart took the pot and opened his can of Pheromone Pills. Since it was Jimbo's personal stash, it contained much more than what he had originally paid for. He dropped a single pill into the pot when he heard footsteps coming down the stairs.

"Woops!" the boy panicked and accidentally tilted the tin can, causing multiple more pills to fall into the coffee. He quickly straightened the can and closed the lid. "Oh man, I wonder how many pills that was. I hope mom will be fine."

He quickly hid the remaining pills in his pocket just as Marge stepped into the kitchen.

"Good morning, honey. You're up early."

"Yeah, I made you some coffee, mom," Bart said. "You're always making us breakfast, so it's the least I can do."

"Aww, sweetie, that is so considerate of you," the blue-haired woman said.

Technically I'm supposed to give her the drugs one at a time. Jimbo never said what would happen if I gave her multiple in one go.

"Hey, mom," the boy said. "It's my first time brewing coffee, so if it tastes funny, you don't have to drink it."

"Nonsense. It's the thought that counts. I'll drink all of it because I appreciate your kindness so much."

Bart nervously looked at the coffee pot. He had no idea if the pills had even dissolved in the hot liquid. Marge poured herself a cup and bent over to get a frying pan from the cupboard. It looked like she was going to be making bacon and eggs again. Bart poured himself a glass of orange juice and sat down at the table.

Lisa arrived in the kitchen a few minutes later.

"Good morning," she said.

"Hey, how are you doing?" Bart greeted. Lisa leaned over and whispered in his ear.

"I'm still sore from last night. You're gonna have to be more gentle with me today."

"Morning, Lisa," Marge said amid the popping of the bacon grease. "You'll never guess what your brother did! He actually woke up early to brew me a pot of coffee!"

"Oh, he did?" Lisa said, intrigued. She looked at her brother who was trying his best not to stare at their mother's huge bubble butt in front of her. "Maybe I'll have a cup."

"Uhh, Lisa," Bart said. "I didn't know you drank coffee. I heard this brand is extra bitter, so I'm not sure if you'd enjoy it…"

He winked his eye multiple times to make it clear that the coffee had been tampered with.

"It's fine. I still want to try it."

When the breakfast was ready and all three family members were sitting at the table, the voice of a baby crying came from upstairs.

"Sounds like Maggie woke up," Marge noticed. "You two can start eating. I'll go get her."

As soon as she had exited the kitchen, Lisa started wolfing down her food with unusual speed.

"Wow, you really were that hungry?" Bart asked, but the girl couldn't answer with her mouth full. "Hey Lis, we're not in a hurry or anything. Just take it slow."

The spiky-haired girl finished chewing and washed the food down with her cup of coffee.

"Is something wrong?" Bart asked with genuine concern.

"I can't wait any longer," the girl replied impatiently. "I've got to have it now."

"Got to have what?"

"Your cum!"

"Wait! Here?"

But the boy couldn't stop his eager sister. She got off her chair and disappeared under the table. Bart lifted the table cloth and saw the girl already right in front of his crotch. She pulled down Bart's shorts so roughly that he could hear the fabric tearing a little. Bart's half-mast emerged like a magical plant sprouting from the ground in a fantasy movie.

"How did this huge thing fit inside me?" Lisa asked in awe. She began licking the side of Bart's penis like it was a popsicle.

"Hey, Lisa, we've got to wait. Mom hasn't drank her coffee yet. We have to wait until the drugs kick in for her."

"No waiting," Lisa said, cupping her brother's balls with her tiny hand and continuing to lick his shaft all over. "Yesterday I was forced to drink Milhouse's gross stuff. It was all bitter and the taste is still in my mouth. I need to wash it down with your delicious creamy cum."

Bart was impressed. Previously he had suspected that Lisa drinking his cum was just her trying to be dirty. But now he realized that his little sister genuinely loved the taste of her big brother's cockmilk.

"Alright," Bart said. "But let's try to be quiet. I can hear mom coming down the stairs."

Marge entered the kitchen with Maggie and put the infant on the baby chair near Bart.

"Where did Lisa go?" Marge asked.

"She… already finished," Bart replied, trying not to make a funny face as his sister was fellating him under the table.

"That was quick. She must be in a hurry," Marge said. She gave Maggie her baby food and sat back on her seat where she started to read a newspaper.

"Glugluglug," Lisa was pumping the base of Bart's shaft with her hand while bopping her head up and down on the upper half of his dick. She was moving in perfect mechanical rhythm like some kind of machine. This was Bart's first time getting a blowjob and it felt even more incredible than fucking Lisa's pussy. Her mouth was much more accepting of the shape and size of his dick, so excessive tightness wasn't a problem. The way her tongue danced and slobbered all over his cock felt incredible and even brushing against her cute milk teeth provided a pleasant additional texture. All this combined with the intense vacuuming suction was almost overwhelming.

"Hmm, what's that sound?" Marge said absentmindedly with her eyes glued to the newspaper. Lisa's slurping noises could be heard faintly under the table.

"Uhh, it's just Maggie playing with her food," Bart explained. Maggie was indeed making a mess of her breakfast on the baby chair, but the noises Marge was hearing were not coming from her.

"Ahhlpfllf! Glhlphlhl! Mmaaahflpf!" Lisa moaned as she continued bopping her head.

"Aaah, this is so good!" Bart said.

"Thank you, dear," Marge replied, thinking that her son was talking about the breakfast.

Lisa removed her hand from the base of Bart's shaft where it had been jerking him off. She opened her mouth wider and pushed her face all the way to the base of his dick. Her lips were now touching the flat part of Bart's crotch directly above his penis. Bart could feel the tip of his fat cock poking the back of Lisa's throat as she looked up at him with half-closed eyes and puffed cheeks. This was her first time giving a proper blowjob and she was already deepthroating him. This made Bart realize something.

So this is Lisa's specialty. While mom is a total pro at taking it up her ass, Lisa has a natural talent for cocksucking. The girls in the Simpsons family sure are skilled! She can take it deep and fast without gagging as long as she gets to set the pace. Plus she absolutely loves to swallow my loads. What an ideal mouthpussy my little sister has!

"Psst, Lisa, I'm gonna cum," Bart whispered.

"Mmmh, mmh!" the little girl nodded approvingly. She once again launched herself forward all the way to the base, getting ready to have her favorite meal delivered straight into her young throat. Bart obliged, spraying an avalanche of his seed down her esophagus. Lisa hungrily drunk it all and kept sucking on the tip to make sure she didn't leave any droplets behind.

"Thank you, Bart," the girl whispered while panting with a satisfied expression. "My tummy feels so warm. I'm gonna have your taste in my mouth for the whole school day."

When the two siblings were about to leave for the bus stop, Marge came over to give them their parting kisses. She smooched Bart on the forehead like usual. But when she bent over to kiss Lisa, she stopped for a second when she was inches from her face.

"Lisa, your breath smells incredible! Are you using a new brand of mouth wash?"

Lisa only smirked and grabbed the woman by the cheeks. She kissed her mother on the lips passionately.

"Mmmpf!" Marge's eyes flew right open, but she didn't fight back. Bart's jaw dropped in awe. When the mother and daughter broke their kiss, there was a strand of saliva that formed a bridge between their lips.

Did she really just make out with mom with the aftertaste of my cum still fresh in her mouth? Are the effects of that Pheromone Pill coffee already kicking in for her?

"Lisa… what was that about?" Marge asked with blushed cheeks. "You should save kisses like that for your future husband."

"I just wanted to show you how much I love you, mom," the girl feigned innocence.

"Well, I love you too, baby," Marge said. "But hurry up or you'll miss the school bus."

At the bus stop Bart asked his sister what had come over her.

"I don't know," she said. "I just suddenly realized how beautiful she is. I'm starting to understand why you always look at her."

"It looks like the pills haven't quite kicked in for her, though. That was pretty dangerous what you did. She could've sent you to therapy."

"I know. That's what made it feel so naughty," Lisa said mischievously. "A little bit of risk just makes it more fun. I've noticed your loads are even bigger than usual when we do it in the kitchen in front of mom as opposed to in private."

"Really? Well, I guess you have a point. The risk of getting caught does make the situation more erotic."

In the school bus, Milhouse obviously didn't sit next to Bart like he had done up until yesterday. Bart wasn't particularly sad about having lost a friend. Milhouse had already served his purpose and wasn't needed anymore. But Bart did have to figure out a way to get a constant supply of Pheromone Pills if he wished to keep his mother nice and obedient for the long run.


During recess at school, Bart was at his locker when he got surrounded Jimbo and his gang. Fortunately the clever young man had anticipated that the delinquents would come for him when they found their stash of Pheromone Pills missing. Bart was fully prepared for a confrontation with his secret weapon.

"You're dead, Simpson," Jimbo said, pushing Bart against the lockers. "I know you sneaked into my house last night. Give the pills back or you'll be eating through a straw for the next five months!"

Bart quickly reached for his pocket and pulled out something bulky. Before Jimbo could even realize what the object was, it electrocuted him and made him fall on the floor.

"You want payment? Here you go," Bart said and let a stack of bills flutter to the floor around Jimbo's twitching body. "Our business is concluded. I'll leave you alone if you leave me alone. But if you come for me, it's you who will be sorry."

"Where the hell did that twerp get a high-powered taser like that?" Kearney wondered aloud.

Bart walked away while the bullies looked at each other fearfully. None of them dared to follow him.

Now that Jimbo's gang had been successfully thwarted from exacting their revenge, Bart felt confident that he was going to be safe at school. His next order of business was figuring out how to make Mrs. Krabappel take Pheromone Pills. The obvious choice was drugging her coffee, but she only drank coffee in the teachers' lounge, and Bart couldn't just waltz in there with his reputation. He was pondering what to do when he overheard Martin talking to his nerdy friends about his science project.

Hmm, Martin is on the know about the drugs and he doesn't quite hate my guts yet. I could form an alliance with him.

"Excuse me, guys. Let me borrow Martin for a second," Bart said and pulled the flustered chubby boy aside.

"Please, Bart. I don't have any more of those pills," Martin said, thinking he was being threatened again.

"Don't worry, buddy. We're cool," Bart said. "I already have some pills. And I can spare you a couple too if you do me a favor."

"You have Pheromone Pills?" Martin asked in disbelief. Bart pulled out the tin can and opened it to prove his claim. He placed one of them on Martin's palm.

"Take this as a token of friendship. I'll give you more if you run one easy little errand for me."

"Oh, yes. Anything!" Martin said excitedly. The prospect of getting more pills had really worked as an incentive to make him into an ally.

"Good," Bart said, patting the boy's shoulder. "Here's what I want you to do; go inside the teacher's lounge and slip a Pheromone Pill in Mrs. Krabappel's coffee when nobody is looking."

"That's it? Sure. But why don't you just do it yourself?"

"Well, you're the teacher's pet here," Bart explained. "Nobody's gonna bat an eye if you go into the teacher's lounge to hang out. But I would stick out like a sore thumb in there."

"Hmm, true. So when do I get paid?"

"As soon as I see a change in Mrs. Krabappel's behavior. But remember, you're not allowed to try to seduce her."

"Oh, I wouldn't dare," Martin said. "I already have Mrs. Hoover. She's all I need."

"Good. I'm also gonna give you my cell phone number, so we can keep in touch in case I have other jobs for you in the future."

After exchanging phone numbers, the boys parted ways. Bart cracked his knuckles smugly. He may have lost Milhouse, but he had gained a new ally who was just as easy to manipulate. Everything seemed to go smoothly.

During lunch break Bart got a text message. Martin was reporting that the coffee had been successfully drugged. But a few minutes later there was an announcement on the PA system that made the boy's heart sink.

"Bart Simpson. Bart Simpson," came Principal Skinner's voice through the speakers. "Report immediately to the principal's office."

Seriously? The boy thought. Did those jerks actually tattle on me for bringing a taser to school? Where's their honor as the tough kids? Only wimps go and tell the teachers about someone breaking the rules.

Bart dragged himself to the principal's office and knocked on the door with slumped shoulders. If the teachers had been told about the taser, the least that would happen is that they would confiscate it, making him a sitting duck for Jimbo's gang. And in the worst case scenario, he would get expelled and would have to say goodbye to Mrs. Krabappel. Either way the situation was dire.

"Come in," Skinner said solemnly. Bart entered the room and sat down facing the frowning principal. "I assume you know why you were called here."

"Principal skinner, I can explain…" Bart began, but Skinner raised his palm to shut him up.

"I'm not interested in your excuses. Just hand over the taser."

Bart reluctantly took the taser from his pocket and dropped it on the desk.

"Bringing weapons to school is a serious violation of Springfield Elementary's guidelines," Skinner said. "And according to student testimony, you even used this weapon to attack one of your peers."

"It was self-defense. They ganged up on me," Bart tried to explain desperately.

Just then there was a knock on the door.

"Who is it?" Skinner asked with an annoyed tone.

"It's me. Can I come in?"

It was Edna's voice.

"Alright, you can come in," Skinner said. Edna entered and closed the door behind her. She looked at Bart with a concerned expression before turning her gaze on Skinner.

"What is it, Edna?" Skinner asked.

"Principal Skinner," the woman started. "I heard what happened. I know you're thinking of expelling Bart for bringing a weapon to school. But I'm asking you to reconsider. Bart has really started to take his school work more seriously. He even got an A on a recent test."

"An A?" Skinner repeated. "Surely he must have cheated."

"Hey, man, give me some credit!" Bart said, genuinely hurt that his effort was being dismissed.

"We can't accuse a student of cheating unless they are actually caught red-handed," Edna said strictly. "In light of his recent academic accomplishment it would be excessive to expel Bart because of one misstep."

"Misstep? Edna, he tased a fellow student!"

"Yes, a student who has a reputation for being an even bigger menace than Bart on his worst days. Do you know how many anonymous letters the student councilor has received reporting Jimbo and his friends for stealing their lunch money and beating them up?"

"I guess you do have a point," Skinner softened. "Jimbo does have a bad reputation, so I suppose I can't outright dismiss Bart's claims of self-defense. Nonetheless, bringing a taser to school is still going too far. This incident will require a hearing, so we can get all sides of the story."

"So what happens now?"

"It will take a couple days to set up the hearing and gather relevant witnesses. In the meantime, we will call the boys' parents and let them know what happened. For now, Bart will still be allowed to attend school and we'll let him off with a warning. But one more incident like this and he's out. You two can leave."

"Thank you, Principal Skinner," Edna said gratefully. "As Bart's teacher you can count on me to discipline him for breaking school rules. I'll make sure this sort of thing doesn't happen again." She took Bart by the hand and led him toward the door. "Come on. We're done here."

Once the two were in the hallway, Edna kept leading the boy by the hand. They seemed to be heading toward the teachers lounge. Bart was embarrassed to have his teacher holding his hand in front of all the students.

"Umm, Mrs. Krabappel, everyone's looking at us…"

"Shut up," the woman said like a disappointed parent. "You were supposed to be a good student now. What happened to that promise? Why would you bring a taser to school?"

"It's like you suspected. Jimbo and his friends were threatening me with violence. What was I supposed to do? Just sit there and take a beating?"

The two entered the teachers lounge and Edna locked the door behind her. There was nobody else in the room.

"Listen, Bart," she said seriously. "If someone is threatening you, you come to me. I am your teacher. It's my job to make sure you have a safe learning environment."

Bart sighed. Adults never understood that telling about a bullying problem only made it worse. Still, he was grateful that Edna had come to his defense at the principal's office.

"Thanks for saving me from expulsion, Mrs. Krabappel," the boy said humbly. "I really appreciate it."

"You're not in the clear yet, Bart," the woman warned. "Like Skinner said, there's going to be a hearing. And if the school board determines that your actions warrant kicking you out of the school, there's nothing I can do about it."

Bart hung his head. It looked like his brilliant plan to shield himself from Jimbo's gang had backfired. He felt a sting in his heart when he imagined never getting to see Mrs. Krabappel again after all the effort he had put into making her like him.

"By the way," Edna said, taking a sip of coffee. "I wasn't lying to Skinner when I said I was going to discipline you. You broke the rules, so I'm going to have to punish you."

"Detention, right?" Bart guessed.

"Hmm, that seems too harsh given the circumstances," Edna pondered. She took another sip of coffee. "By the way, I don't know who brewed the coffee this morning, but it tastes really good! It's almost making my head spin. Do you want to try some?"

"Uh, no, I'm good. So, if I'm not getting detention, what will my punishment be?" Bart asked warily, hoping that Mrs. Krabappel's drugged coffee would make her a little more agreeable.

"Hmm…" the woman thought for a moment. "Tell you what, this seat is pretty uncomfortable. Come over here."

Bart approached Mrs. Krabappel who stood up from the worn chair. She pushed the chair aside and pointed on the floor. "Get on your knees and look at the ceiling."

"Umm, Mrs. Krabappel, what are we doing?" Bart asked.

"You're going to be my chair for the rest of lunch break," the woman declared. "I'm going to sit on your face and grade tests while enjoying my coffee. That is your punishment. Understand?"

"Okay," the boy said, barely able to hide his excitement. Looking at the clock on the far wall, he confirmed that there was a good twenty minutes left of lunch break. Bart got down on his knees in front of Mrs. Krabappel's desk and looked up like she had instructed him. The mature woman looked pleased and turned around. Bart huffed with excitement as his vision was eclipsed by his teacher's massive ass, which grew steadily bigger as she lowered her hips.

Bart could feel Edna's weight and warmth distributing across his face as she let gravity take control. The texture of her silky green dress was pleasant against his skin and his nose sunk snugly into the valley of her clothed butt cheeks. Bart took deep sniffs, absorbing the erotic scent of her asshole, which was easy to detect even through the layer of fabric.

"Hah! I knew this would be better than my old chair. It even has a vibrating function," Edna laughed. Bart enjoyed this new fragrance that he hadn't experienced before. Lisa's butt had had the sweet and subtle aroma of fresh fruit mixed with a hint of sweat. Edna's butt had a stronger odor that brought to mind mouthwatering fatty foods like French fries. Both scents had their own unique appeal, and Bart considered himself lucky to have learned about how an elementary school girl and a woman in her thirties differed in those intimate areas.

"Hmm, I'm starting to think that you're enjoying this," Edna said playfully. She adjusted her posture, which caused Bart's face to sink even deeper into her ass crack. Bart couldn't respond, but he reached blindly for his shorts and tried to pull them down so that he could jerk off.

"Ah-ah-ah," Edna scolded, wagging her finger. "This is your punishment, remember? You don't get to touch yourself. That's the whole point."

Bart pulled his shorts back up. If he wasn't allowed to masturbate in this situation, he had no choice but to put all of his effort into worshipping his teacher's ass. He moved his head around gently, memorizing all the landmarks. Edna's hips had such a unique and beautiful shape that was distinct from Marge's and Lisa's. He moved his face all the way up her crack, so that he could see her back. This angle was great, because it made her look like a giant who was crushing him with her butt.

Bart started going back and forth between diving his face as close to Edna's asshole as possible and moving his face to the vantage point where he could see her back as if to remind himself that it was her ass that he was exploring. Every time he took a plunge into the depths of her plump cheeks he was able to make it further into the crevice. Eventually he could feel the creases of her butthole tickling his nose through her dress. He took such a deep sniff that the green fabric went up his nostrils. He pushed it out with a quick exhale and took another deep breath.

The young man had always laughed at all the new-age breathing exercises that were supposed to relax your body and bring you inner peace. But among these green hills of Edna Krabappel's derriere he had to admit that he had found a breathing exercise that he actually enjoyed.

Suddenly the spiky-haired boy realized something. He was on the verge of suffocating. He had been so immersed in exploring his sexy teacher's ample posterior that this fact had completely escaped him and now he felt like he was going to pass out. Bart used both of his hands to push Edna's big ass off of his face and took a big breath of fresh air.

"HAAAAAAAAAAAAAAAAAAAAAAAAAAAA!" he breathed in. His nostrils felt lonely as the lingering odor of Edna's intoxicating scent escaped, but his lungs were thanking him.

"Hey!" Mrs. Krabappel said. "You're not done yet! We've still got three more minutes."

She reached her hands behind her and grabbed Bart's head. She violently slammed his face back against her soft pillows. She bent forward to push him even further while continuing to pull his head into her crack. Edna looked over her shoulder with sadistic glee. "You're a bad boy, Bart. And bad boy's get punished. Take this!"

Bart's body was telling him to escape, but his mind said that this wasn't a bad place to die. Edna grinded her butt on Bart's face as if it was a stripping pole.

She's gonna kill me! Bart thought, but he was too weak to resist. This whore is seriously gonna suffocate me with her fat ass. If this is what just one Pheromone Pill is capable of, what the hell is gonna happen with mom who had a dozen of them in her morning coffee?

Finally the bell rang, signaling the end of lunch break. Mrs. Krabappel released her captive student who fell backwards to the ground half-conscious. He was pitching a tent and there was a wet spot in his shorts. Being sexually dominated by a mature woman with nothing but her clothed ass had somehow managed to make him cum in his pants.

"Time to go to class, Bart," Edna said after wiping Bart's drool stains from the back of her dress. "I hope you have learned your lesson. Don't disappoint me again."